Relationships are no easy feat. Maintaining them in the spotlight when there is lots of travel, money and temptation involved does not seem to make them any easier. Hollywood is full of serial daters who are known for changing their partners more often then they change their socks. Despite their best intentions, these ten celebrities cannot hold together a relationship and are living proof that you need to kiss a lot of frogs before you find your prince (or princess).
10. Wilmer Valderrama
Although he seems to have slowed down a bit recently, Wilmer was known for dating a lot of women back in the day. He has been linked to Lindsey Lohan, Avril Lavigne, Mandy Moore, Ariana Richards, Mischa Barton, Ashlee Simpson and Jennifer Love Hewitt, to name a few. Most recently, Wilmer split from a six-year long relationship with singer Demi Lovato and is currently rumored to be dating actress Minka Kelly.